Reaction of nitroso aromatics with glyoxylic acid. A new path to hydroxamic acids

MD Corbett, BR Corbett

Index: Corbett, Michael D.; Corbett, Bernadette R. Journal of Organic Chemistry, 1980 , vol. 45, # 14 p. 2834 - 2839

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Citation Number: 36

Abstract

In aqueous solution substituted aromatic nitroso compounds react rapidly with glyoxylic acid to produce N-hydroxyformanilides and C02. The reaction is nearly quantitative for all nitroso aromatics investigated and serves as a convenient synthetic route to N-hydroxyformanilides. This reaction follows second-order reaction kinetics overall and is unimolecular in each of the two reactants. The reaction is strongly inhibited by organic cosolvents but is not ...